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Compare 8463 Villas in Winter Garden with updated reviews, rates, and availability.

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (313)
"The house was immaculate, beautifully decorated and in a peaceful gated community. We loved every moment of the rental!! We have never had had such a seamless check-in and check-out. Without a doubt, we WILL be back!! "
Lakeview Luxury Villa with Everything

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (364)
"Fun property"
Modern Luxury Villa with Everything

Lakeview Luxury Villa with Everything

10.0 out of 10, Exceptional, (68)
"The house was great plenty big for our family with 8 adults and 7 children. The only issue was the weather it was cold but the kids still all had a great time in the heated pool and game room. "
Lakeview Luxury Villa with Everything

Ultimate Lakeview Villa with Everything!

9.4 out of 10, Exceptional, (93)
"The house was worked out perfectly for our family stay. We had a broad range of ages from 9 months to 8 years old and there was something for everyone.The house was clean and well appointed.The host was very responsive to all of our requests. We would definitely come back."
Ultimate Lakeview Villa with Everything!

*Nice Greenbackyard*Cozy 6BR Windsor Hills Pool Villa,2 Miles To Disney

9.2 out of 10, Wonderful, (60)
"This was a big house with more then enough room for all of my family. There were small things wrong such as lots of little bugs (It's Florida, it happens) and the pool turning green overnight, but the owners were VERY responsive when I contacted them about it which I appreciated. We loved sitting outside by the pool and just soaking in the Florida sunshine. This could be a super nice property if a little money was thrown in to do some updates but overall we really enjoyed our stay. The main...
*Nice Greenbackyard*Cozy 6BR Windsor Hills Pool Villa,2 Miles To Disney

Large Margaritaville Villa w/ Private Pool + View

4.0 star property
10.0 out of 10, Exceptional, (4)
"Great property, comfortable beds, kitchen equipped with everything you need, washer and dryer, dinning table for 10 people, every room with tv, terrace tv, bathroom and small pool but very pleasant. No rooms on first floor. 3 rooms on second floor and 2 rooms on third floor. I will stay again."
Large Margaritaville Villa w/ Private Pool + View

Heavenly 5 Bedroom, 6 Bathroom Private Pool Home with Beautiful Lakeview in Gated Resort!

9.2 out of 10, Wonderful, (9)
"Loved this very clean, well managed property, we plan on booking again next year"
Heavenly 5 Bedroom, 6 Bathroom Private Pool Home with Beautiful Lakeview in Gated Resort!

Ultimate Lakeview Villa with Everything!

9.8 out of 10, Exceptional, (332)
"The property, neighborhood, location, and communication with the host were fantastic. There were no unwelcome surprises and the process of checking in and out couldn’t have been easier. Will definitely use one of their properties again in the future. "
Ultimate Lakeview Villa with Everything!

Modern Luxury Villa with Everything

9.6 out of 10, Exceptional, (206)
"Our stay was a family Christmas gift. There was something for everyone to do without having to leave the property. Wecwill definately stay here again. "
Modern Luxury Villa with Everything

Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View

8.6 out of 10, Excellent, (83)
"We have stayed at this property 3 times. The host is amazing, very responsive and kind. The location is great and the home is a great value. "
Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View

Modern villa with patio, grill, central AC, WiFi, shared pool, tennis, & gym

9.4 out of 10, Exceptional, (6)
"We would return again"
Modern villa with patio, grill, central AC, WiFi, shared pool, tennis, & gym

Villa in Kissimmee next to Disney!

8.2 out of 10, Very Good, (15)
"Nothing really to complain about, a little dusty and could use a deep cleaning for the carpets"
Villa in Kissimmee next to Disney!

Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills

10.0 out of 10, Exceptional, (168)
"Owners and Property management company were awesome as we booked for a convention last minute. We got lucky those specific dates were open because it is very booked in the future.Great value with three king bedrooms so lots of room we used and three other rooms. Lots of cool fun things in villa to entertain adults and two very cool themed kids rooms and game room."
Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills

Champions Gate Luxury 6 Bedroom Resort Villa With Spa and Games Room on Golf Course community

8.6 out of 10, Excellent, (33)
"Lovely villa, excellent area to stay, we loved the club house and all the amenities. Would definitely stay again. Any problems we had were sorted quickly, excellent service. "
Champions Gate Luxury 6 Bedroom Resort Villa With Spa and Games Room on Golf Course community

Experience Kissimmee living near vibrant Old Town

9.6 out of 10, Exceptional, (27)
"Beautiful and just as the photos showed. Plenty of room. "
Experience Kissimmee living near vibrant Old Town

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

10.0 out of 10, Exceptional, (271)
"Our family travels to Orlando a lot and this property was the best we've stayed at in terms of location to the parks. It took us only 15 minutes to get to each Disney park! It was very clean and had plenty of space. We didn't use the community amenities much, but they seemed very nice. Robert and Louise were very responsive to any questions we had. I wouldn't hesitate to stay here again! Thank you, Robert and Louise!"
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

Private Heated Pool! Only 8 miles to Disney! Gated Community

10.0 out of 10, Exceptional, (49)
"House is clean. Development is quiet. Hosts were generous with pool heat even though it was quite cold outside. They were also generous with household items. It was a very nice experience."
Private Heated Pool! Only 8 miles to Disney! Gated Community

Beautiful 12 bedroom 11 Bathroom house Bella Vida Resort Villa

8.6 out of 10, Excellent, (4)
"The house was great and fit our needs very well. Large kitchen with 2 refrigerators and 2 dishwashers, as well as well-stocked cupboards with dishes. The dining and living room area was comfortable for all of us. The game room was wonderful for the kids and we all enjoyed the pool and hot tub. Located close to many parks and shopping areas. We enjoyed the house very much! "
Beautiful 12 bedroom 11 Bathroom house Bella Vida Resort Villa

NEW - Luxury decorated villa with amazing view, private pool and spa

10.0 out of 10, Exceptional, (235)
"Our family had an amazing time celebrating the holidays at the Levi house. We enjoyed the heated pool and loved having meals on the patio. Our adult kids said it reminded them of the home. Thank you for sharing your lovely home with us! "
NEW - Luxury decorated villa with amazing view, private pool and spa

Family Vacation Home, Water Park+Endless Amenities

5.0 star property
8.8 out of 10, Excellent, (17)
"Awesome staff, super helpful. And the resort was amazing"
Family Vacation Home, Water Park+Endless Amenities
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Winter Garden

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (778)
"The property is just ok… "
The price is SAR 270
SAR 304 total
includes taxes & fees
30 Jan - 31 Jan
The View Studio Suites and Event Venue

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8331)
"Loved it"
Lake Buena Vista Resort Village & Spa

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.0 out of 10, Wonderful, (1717)
"I have stayed here quite a few times, room was relatively clean, I use the makeup mirror and I noticed the arm was had not been cleaned in a while, had dust on it. A little turn off, also shower head was not not fully attached to wall and bathroom door was a little beat up. I must say this is the first time i have noticed such disrepair at this hotel. I am sure it was probably just that particular room."
The price is SAR 745
SAR 936 total
includes taxes & fees
30 Jan - 31 Jan
Florida Hotel & Conference Center in the Florida Mall
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do villas in Winter Garden cost?
Prepare to pay between and per night for a villa in Winter Garden. No matter your budget, the perfect stay is only a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your villa in Winter Garden with Expedia?
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